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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1723966Generated: October 30, 2026

Water → HCID 57558444, compound

https://huagongshe.com/reaction/1723966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Methylbenzenesulfonic acidHCID 6925—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantHCID 57558465HCID 57558465—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 57558444HCID 57558444—

Reaction Steps

To 2-ethylsulfinyl-3-hydroxymethyl chromen-4-one (5 g, 19.8 mmol) dissolved in dichloromethane (20 mL) in a 25 mL round bottom flask is added dihydropyran (29.7 mmol) and toluenesulfonic acid (0.99 mol). The reaction mixture is stirred for 3 hours after which it is poured into a separatory funnel and water is added. Ethyl acetate is then added and the layers are separated. The organic layer is washed with water (3×10) and brine and dried over sodium sulfate and filtered. The filtrate is concentrated in vacuo and the residue obtained is purified by silica gel flash chromatography (ethyl ether: hexanes) to yield the above product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07485283B2
Source datasetuspto-grants-2009_02
ORD IDord-80c3fc8589134b07b2164957008c1a24
Source noteuspto-grants-2009_02